(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-({[1-(tert-butoxy)-2-methyl-1-oxopropan-2-yl]oxy}imino)acetic acid

• ChemBase编号: 137810
• 分子式: C13H19N3O5S
• 平均质量: 329.37206
• 单一同位素质量: 329.10454172
• SMILES: CC(C)(C)OC(=O)C(C)(C)O/N=C(/c1csc(n1)N)\C(=O)O
• Canonical SMILES: Nc1scc(n1)/C(=N/OC(C(=O)OC(C)(C)C)(C)C)/C(=O)O
• InChI: InChI=1S/C13H19N3O5S/c1-12(2,3)20-10(19)13(4,5)21-16-8(9(17)18)7-6-22-11(14)15-7/h6H,1-5H3,(H2,14,15)(H,17,18)
• InChIKey: FNRZBOJFRDVEOG-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-({[1-(tert-butoxy)-2-methyl-1-oxopropan-2-yl]oxy}imino)acetic acid; 2-(2-amino-1,3-thiazol-4-yl)-2-({[1-(tert-butoxy)-2-methyl-1-oxopropan-2-yl]oxy}imino)acetic acid
• IUPAC传统名: (2Z)-(2-amino-1,3-thiazol-4-yl)({[1-(tert-butoxy)-2-methyl-1-oxopropan-2-yl]oxy}imino)acetic acid; (2-amino-1,3-thiazol-4-yl)({[1-(tert-butoxy)-2-methyl-1-oxopropan-2-yl]oxy}imino)acetic acid
• 别名: 头孢他啶侧链酸; (αZ)-2-Amino-α-[[2-(1,1-dimethylethoxy)-1,1-dimethyl-2-oxoethoxy]imino]-4-thiazoleacetic Acid; (Z)-2-Amino-α-[[2-(1,1-dimethylethoxy)-1,1-dimethyl-2-oxoethoxy]imino]-4-thiazoleacetic Acid; (Z)-(2-Aminothiazol-4-yl)-2-(2-tert-butoxycarbonyl-2-propoxyimino)acetic Acid; (Z)-2-(2-Aminothiazol-4-yl)-2-[(1-tert-butoxycarbonyl-1-methylethoxy)imino]acetic Acid; (Z)-2-Amino-α-[1-(tert-butoxycarbonyl)-1-methylethoxyimino]-4-thiazoleacetic acid; (Z)-2-(2-Aminothiazol-4-yl)-2-(((1-(tert-butoxy)-2-methyl-1-oxopropan-2-yl)oxy)imino)acetic acid

登记号

• CAS号: 86299-47-0
• MDL号: MFCD00071569; MFCD06411064
• PubChem SID: 162232071; 24862002
• PubChem CID: 6242497

理论计算性质

• Acid pKa: 2.4388683
• 质子受体: 7
• 质子供体: 2
• LogD (pH = 5.5): 0.09540669
• LogD (pH = 7.4): -1.0007026
• Log P: 1.3937082
• 摩尔折射率: 79.4363 cm^3
• 极化性: 30.557917 Å^3
• 极化表面积: 124.1 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 180 °C (dec.)(lit.)

安全信息

• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-37/39
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: 95+%; 98%
• Empirical Formula (Hill Notation): C13H19N3O5S

详细说明

Sigma Aldrich - 360848

包装
5 g in glass bottle

Toronto Research Chemicals - A630375

(Z)-2-(2-Aminothiazol-4-yl)-2-[(1-tert-butoxycarbonyl-1-methylethoxy)imino]acetic acid is an intermediate used in the process for the manufacture of Ceftazidime (C244100).

参考文献

• Kline, T., et al.: Bioorg. Med. Chem., 8, 73 (2000)